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Synthesis of Isoxazolo[5',4':3,4]pyrrolo[1,2-a]azepines via N-Acyliminium Cyclization. / Lenshmidt, L. V. ; Ledovskaya, M. S. ; Larina, A. G. ; Filatov, A. S. ; Chakchir, O. B. ; Stepakov, A. V. .
в: Russian Journal of Organic Chemistry, Том 56, № 2, 04.2020, стр. 234-245.Результаты исследований: Научные публикации в периодических изданиях › статья › Рецензирование
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TY - JOUR
T1 - Synthesis of Isoxazolo[5',4':3,4]pyrrolo[1,2-a]azepines via N-Acyliminium Cyclization
AU - Lenshmidt, L. V.
AU - Ledovskaya, M. S.
AU - Larina, A. G.
AU - Filatov, A. S.
AU - Chakchir, O. B.
AU - Stepakov, A. V.
N1 - Publisher Copyright: © 2020, Pleiades Publishing, Ltd.
PY - 2020/4
Y1 - 2020/4
N2 - Fused polycyclic compounds with benzo[c]isoxazolo[5',4':3,4]pyrrolo[1,2-a]azepine, dibenzo[c,e]isoxazolo[5',4':3,4]pyrrolo[1,2-a]azepine, and benzo[f]isoxazolo[5',4':3,4]pyrrolo[1,2-d]oxazepine cores are readily available via cyclization of the N-acyliminium cation generated from the corresponding 6-hydoxy-5-R-6,6a-dihydro-3aH-pyrrolo[3,4-d]isoxazol-4(5H)-ones in the presence of BF3·Et2O or Sn(NTf2)4.
AB - Fused polycyclic compounds with benzo[c]isoxazolo[5',4':3,4]pyrrolo[1,2-a]azepine, dibenzo[c,e]isoxazolo[5',4':3,4]pyrrolo[1,2-a]azepine, and benzo[f]isoxazolo[5',4':3,4]pyrrolo[1,2-d]oxazepine cores are readily available via cyclization of the N-acyliminium cation generated from the corresponding 6-hydoxy-5-R-6,6a-dihydro-3aH-pyrrolo[3,4-d]isoxazol-4(5H)-ones in the presence of BF3·Et2O or Sn(NTf2)4.
KW - N-acyliminium cyclization
KW - pyrrolo[2,1-a]azepines
KW - hydroxylactams
KW - isoxazolines
KW - Lewis acid
KW - stereselective reaction
KW - chemoselective reduction
KW - 1,3-dipolar cycloaddition
KW - SODIUM
KW - 3-dipolar cycloaddition
KW - ION
KW - ISOXAZOLOPYRROLOISOQUINOLINES
KW - 1-a]azepines
KW - STEMONA ALKALOIDS
KW - 1
KW - ROOTS
KW - pyrrolo[2
KW - DERIVATIVES
UR - http://www.scopus.com/inward/record.url?scp=85083326344&partnerID=8YFLogxK
UR - https://www.mendeley.com/catalogue/e039987a-7318-398c-8be5-69ee12914134/
U2 - 10.1134/S1070428020020098
DO - 10.1134/S1070428020020098
M3 - Article
VL - 56
SP - 234
EP - 245
JO - Russian Journal of Organic Chemistry
JF - Russian Journal of Organic Chemistry
SN - 1070-4280
IS - 2
ER -
ID: 70822954